Cocaine
Also known as Benzoylmethylecgonine, Neurocaine, L-Cocaine
Key facts
What buyers check first
- Appearance
- Colorless to white crystals or white powder
- Melting point
- 98 °C
- Boiling point
- 187 °C
- Solubility
- Crystals, MP 58-63 °C, freely sol in water or alcohol, slightly sol in ether. /Cocaine n…
- HS code
- 293972
- Category
- Central nervous system drugs
What is Cocaine?
Plain description, key identifiers and synonyms
Cocaine is a tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca. It has a role as a central nervous system stimulant, a sympathomimetic agent, an adrenergic uptake inhibitor, a xenobiotic, a local anaesthetic, a sodium channel blocker, a vasoconstrictor agent, a serotonin uptake inhibitor, a dopamine uptake inhibitor, a mouse metabolite, a plant metabolite and an environmental contaminant. It is a methyl ester, a benzoate ester, a tropane alkaloid and a tertiary amino compound. It is a conjugate base of a cocaine(1+).
Cocaine is a tropane alkaloid and stimulant drug.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- methyl (1R,2R,3S,5S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
- CAS number
- 50-36-2 CAS number cross-checked
- EC number
- 200-032-7
- Molecular formula
- C17H21NO4
- UNII
- I5Y540LHVR
- InChIKey
- ZPUCINDJVBIVPJ-LJISPDSOSA-N
- InChI
- InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15+/m0/s1
- Canonical SMILES
- COC(=O)C1C(OC(=O)c2ccccc2)CC2CCC1N2C
- Isomeric SMILES
- CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)C3=CC=CC=C3)C(=O)OC
Synonyms
- Benzoylmethylecgonine
- Neurocaine
- L-Cocaine
- Kokain
- Cocain
- (-)-Cocaine
- Cocaina
- beta-Cocain
- Methyl Benzoylecgonine
- cocainum
- Eritroxilina
- Erytroxylin
- Bernies
- Kokayeen
- Burese
- Corine
- Kokan
- Dama blanca
- l-Cocain
- Pimp's drug
- White girl or lady
- Snow
- Nose candy
- Girl [Street Name]
- Rock [Street Name]
Show all 38 synonymsShow fewer synonyms
- Toot [Street Name]
- Flake [Street Name]
- (r)-(-)-cocaine
- Ecgonine, methyl ester, benzoate (ester)
- Gold dust [Street Name]
- 2-beta-Carbomethoxy-3-beta-benzoxytropane
- Happy dust [Street Name]
- 2beta-Carbomethoxy-3beta-benzoxytropane
- 3-Tropanylbenzoate-2-carboxylic acid methyl ester
- (1R,2R,3S,5S)-2-Methoxycarbonyltropan-3-yl benzoate
- Star dust [Street Name]
- Green gold [Street Name]
- Happy trails [Street Name]
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Colorless to white crystals or white powderexp.Measured value |
|---|---|
| Melting point | 98 °Cexp.Measured value |
| Boiling point | 187 °Cexp.Measured value |
| Solubility | Crystals, MP 58-63 °C, freely sol in water or alcohol, slightly sol in ether. /Cocaine nitrate dihydrate/exp.Measured value |
| Vapour pressure | 1.91 × 10⁻⁷ mm Hg at 25 °Cexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 303.36 g/molcalc.Computed value |
|---|---|
| Exact mass | 303.1471 Dacalc.Computed value |
| LogP (octanol/water) | 1.87calc.Computed value |
| Topological polar surface area | 55.84 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 5calc.Computed value |
| Rotatable bonds | 3calc.Computed value |
| Heavy atoms | 22calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.53calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 4calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
- H311Toxic in contact with skin.
- H317May cause an allergic skin reaction.
- H331Toxic if inhaled.
Precautionary statements (19)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P262Do not get in eyes, on skin, or on clothing.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P316Get emergency medical help immediately.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidCocaine suppliers
Trading restrictions apply to this substance
Cocaine is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2939.72 (cocaine and ecgonine)
Our policy on controlled substancesCocaine price
Indicative price range per kg from live supplier offers
Prices are not shown for prohibited substances.
Uses and applications
What the substance is used for, by industry and function
Cocaine (DEA Code Number: 9041) is a Schedule II controlled substance.
Schedule II Controlled Substance: (A) The drug or other substance has a high potential for abuse, (B) The drug or other substance has a currently accepted medical use in treatment in the United States or a currently accepted medical use with severe restrictions, and (C) Abuse of the drug or other substances may lead to severe psychological or physical dependence.
Anesthetics, Local, Vasoconstrictor Agents, Dopamine Uptake Inhibitors.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Anesthetics, Local
- Dopamine Uptake Inhibitors
- Vasoconstrictor Agents
Roles
- adrenergic agent
- adrenergic uptake inhibitor
- anaesthetic
- biophysical role
- cardiovascular drug
- central nervous system drug
- central nervous system stimulant
- dopamine uptake inhibitor
- dopaminergic agent
- environmental contaminant
- eukaryotic metabolite
- local anaesthetic
- membrane transport modulator
- metabolite
- mouse metabolite
- neurotransmitter agent
- pharmaceutical
- plant metabolite
- serotonergic drug
- serotonin uptake inhibitor
- sodium channel blocker
- sympathomimetic agent
- vasoconstrictor agent
- xenobiotic
Functional uses
- Pharmaceutical
Pharmacology
Cocaine is a tropane alkaloid with central nervous systems (CNS) stimulating and local anesthetic activity. Cocaine binds to the dopamine, serotonin, and norepinephrine transport proteins and inhibits the re-uptake of dopamine, serotonin, and norepinephrine into pre-synaptic neurons. This leads to an accumulation of the respective neurotransmitters in the synaptic cleft and may result in increased postsynaptic receptor activation. The mechanism of action through which cocaine exerts its local anesthetic effects is by binding to and blocking the voltage-gated sodium channels in the neuronal cell membrane. By stabilizing neuronal membranes, cocaine inhibits the initiation and conduction of nerve impulses and produces a reversible loss of sensation.
How it is made
Crack is manufactured from cocaine hydrochloride by one of two main methods: either microwaving a wet mixture with sodium bicarbonate or by adding alkali to a hot saturated solution of cocaine and allowing the denser base to settle and solidify.
Free base is made by dissolving cocaine salt in an aqueous alkaline solution and then extracting the free base form with a solvent such as ether.
Dried coca leaves contain up to 1% cocaine. They are processed into cocaine hydrochloride in clandestine laboratories.
Read more
The leaves are moistened with lime water or other alkali and extracted with kerosene (paraffin). The dissolved cocaine is extracted from the kerosene with sulfuric acid to produce an aqueous solution of cocaine sulfate. This solution is neutralised with lime, causing cocaine base (coca paste) to precipitate. Coca paste is redissolved in sulfuric acid and potassium permanganate is added to destroy cinnamoylcocaine and other impurities. The filtered solution is again treated with alkali to precipitate the free base, which is dissolved in acetone or other solvents. Concentrated hydrochloric acid is added to the solution, causing cocaine hydrochloride to settle out as a solid residue.
Regulatory status
Inventories, regulations and trade controls that list this substance
Cocaine is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2939.72 (cocaine and ecgonine)
Our policy on controlled substancesHealth and food
- Active ingredient in FDA approved drug labels
Controls
- Controlled narcotic drug
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Cocaine is traded under.
Cocaine, ecgonine, salts, esters and other derivatives thereof
- United Kingdom66.0%
- Germany13.9%
- United States6.8%
- Netherlands27.7%
- Australia15.1%
- Poland12.7%
The HS code shown for Cocaine is indicative (it was matched by name in the HS nomenclature). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Cocaine, based on the data on this page
What is Cocaine?
What is the CAS number of Cocaine?
What is the molecular formula and weight of Cocaine?
What is Cocaine used for?
Is Cocaine hazardous?
What is the HS code of Cocaine?
Can I buy Cocaine on CompoundList?
Guides for buyers
Practical guides that help when you source, ship or handle Cocaine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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